Jervine

For research use only. Not for therapeutic Use.

  • CAT Number: I003624
  • CAS Number: 469-59-0
  • Molecular Formula: C27H39NO3
  • Molecular Weight: 425.60
  • Purity: ≥95%
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Jervine (11-Ketocyclopamine) is a potent Hedgehog (Hh) inhibitor with an IC50 of 500-700 nM[1]. Jervine is a natural teratogenic sterodial alkaloid from rhizomes of Veratrum nigrum. Jervine has anti-inflammatory and antioxidant properties[2].
Jervine (40 μM; 6, 12 and 24 hours) inhibits Akt phosphorylation[3].
Jervine (40 μM; 2 hours) inhibits NF-jB activation decreased COX-2 overexpression and induced apoptosis[3].
Jervine (orally; 50-400 mg/kg) exerts 50.4-73.5% anti-inflammatory effects in carrageenan induced paw edema[2].


Catalog Number I003624
CAS Number 469-59-0
Synonyms

(3S,3’R,3’aS,6’S,6aS,6bS,7’aR,9R,11aS,11bR)-3-hydroxy-3′,6′,10,11b-tetramethylspiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2′-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one

Molecular Formula C27H39NO3
Purity ≥95%
InChI InChI=1S/C27H39NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h5,14,16,18-21,23-24,28-29H,6-13H2,1-4H3/t14-,16+,18-,19-,20-,21+,23+,24-,26-,27-/m0/s1
InChIKey CLEXYFLHGFJONT-DNMILWOZSA-N
SMILES CC1CC2C(C(C3(O2)CCC4C5CC=C6CC(CCC6(C5C(=O)C4=C3C)C)O)C)NC1
Reference

[1]. Williams JA, et al.Identification of a small molecule inhibitor of the hedgehog signaling pathway: effects on basalcell carcinoma-like lesions.Proc Natl Acad Sci U S A. 2003 Apr 15;100(8):4616-21.
 [Content Brief]

[2]. Dumlu FA, et al.Anti-inflammatory and antioxidant properties of jervine, a sterodial alkaloid from rhizomes of Veratrum album.Phytomedicine. 2019 Mar 1;55:191-199.
 [Content Brief]

[3]. Ghezali L, et al.Cyclopamine and jervine induce COX-2 overexpression in human erythroleukemia cells but only cyclopamine has a pro-apoptotic effect.Exp Cell Res. 2013 Apr 15;319(7):1043-53.
 [Content Brief]

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